fenoterol ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | PK/Tox | Related Drugs | BioActivity |

Stem definitionDrug idCAS RN
bronchodilators, phenethylamine derivatives 1155 13392-18-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • fenoterol
  • phenoterol
  • fenoterol hydrobromide
  • fenoterol hydrochloride
  • fenoterol HCl
A synthetic adrenergic beta-2 agonist that is used as a bronchodilator and tocolytic.
  • Molecular weight: 303.36
  • Formula: C17H21NO4
  • CLOGP: 0.98
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 5
  • TPSA: 92.95
  • ALOGS: -3.27
  • ROTB: 6

Drug dosage:

DoseUnitRoute
0.60 mg Inhal.aerosol
0.60 mg Inhal.powder
4 mg Inhal.solution
10 mg O
10 mg R

ADMET properties:

PropertyValueReference
MRTD (Maximum Recommended Therapeutic Daily Dose) 0.08 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Hosey CM, Chan R, Benet LZ
BA (Bioavailability) 2 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 1.20 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 29 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.53 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 0.87 hours Lombardo F, Berellini G, Obach RS
S (Water solubility) 0.16 mg/mL Bocci G, Oprea TI, Benet LZ

Predicted pharmacokinetic/toxicological properties (PK-AZ):

PropertyDescriptionValueUnitConfidenceSimilarity
azlogd74 LogD at pH 7.4 0.238 High 1
caco2-efflux Caco-2 efflux ratio (BA/AB) 1.633 High 1
caco2-intrinsic-papp Caco-2 intrinsic apparent permeability 0.341 10^-6 cm/s High 1
dh-clint Dog hepatocyte intrinsic clearance 3.981 uL/min/10^6 cells High 1
dppb Dog plasma protein binding (% unbound) 55.390 % High 1
fcs-ppb Fetal calf serum protein binding (% unbound) 49.540 % High 1
herg hERG pIC50 4.176 pIC50 High 1
hh-clint Human hepatocyte intrinsic clearance 2.317 uL/min/10^6 cells High 1
hlm-clint Human liver microsomal intrinsic clearance 4.150 uL/min/mg protein High 1
hppb Human plasma protein binding (% unbound) 60.990 % High 1
kinase-safety-class ACVR2A,ACVR2B,AKT2,AURKA,AXL,BRAF,BTK,CAMK2B,CAMK2D,CDK2,CDK4,CDK5,CDK9,DDR1,DYRK1B,EIF2AK3,EPHB4,ERBB2,FLT3,GRK2,GRK3,GSK3B,ITK,JAK1,JAK2,JAK3,KIT,MAP2K6,MAP3K14,MAP3K21,MAP3K7,MAPK10,MAPK7,MAPK9,MAPKAPK2,MTOR,NTRK2,PDK1,PDK2,PDPK1,PIK3CB,PIM2,PLK1,PRKDC,SIK2,SIK3,STK33,SYK,TEK,TGFBR1,TTK,ULK1,ZAP70 53
kinase-selectivity-class ACVR2B,AXL,GRK2,MAP2K6,TEK 5
mdck-mdr1-bcrp-efflux MDCK-MDR1-BCRP efflux ratio 0.577 High 1
mdck-mdr1-efflux MDCK-MDR1 efflux ratio 0.570 High 1
mh-clint Mouse hepatocyte intrinsic clearance 76.384 High 1
mppb Mouse plasma protein binding (% unbound) 54.140 High 1
nih-mdck-mdr1-efflux NIH MDCK-MDR1 efflux ratio 0.813 High 1
pfas-class PFAS structural alert (1 = True, 0 = False) 0
pld-class Phospholipidosis risk class (1 = positive, 0 = negative) 0 High 1
pppb Pig plasma protein binding (% unbound) 56.190 % High 1
rat-kpuu-brain Rat brain Kpuu 0.009 % High 1
rh-clint Rat hepatocyte intrinsic clearance 15.453 uL/min/10^6 cells High 1
rh-fuinc Rat hepatocyte fraction unbound in incubation 79.210 % High 1
rppb Rat plasma protein binding (% unbound) 40.500 % High 1
solubility-dd Solubility at pH 7.4 in DMSO 860.994 uM High 1

Approvals:

DateAgencyCompanyOrphan
Jan. 1, 1965 YEAR INTRODUCED

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Congenital coronary artery malformation 70.48 34.00 10 1818 149 90626470
Polyneuropathy 51.45 34.00 18 1810 19323 90607296
Acute respiratory failure 50.17 34.00 22 1806 42896 90583723
Sinus arrhythmia 48.41 34.00 10 1818 1439 90625180
Polyhydramnios 48.29 34.00 11 1817 2497 90624122
Arterial thrombosis 47.42 34.00 10 1818 1590 90625029
Pancreatic steatosis 47.16 34.00 10 1818 1632 90624987
Cervical incompetence 43.37 34.00 8 1820 640 90625979
Erysipelas 38.45 34.00 12 1816 9040 90617579

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Appendicolith 163.15 34.67 63 5635 13393 42602244
Myasthenia gravis 162.29 34.67 66 5632 16071 42599566
Blood phosphorus increased 156.71 34.67 60 5638 12465 42603172
Hyperphosphataemia 143.94 34.67 57 5641 12947 42602690
Appendicitis 140.38 34.67 64 5634 20549 42595088
Blood uric acid increased 124.21 34.67 54 5644 15493 42600144
Bacterial infection 116.34 34.67 62 5636 27817 42587820
Ventricular fibrillation 114.59 34.67 63 5635 30060 42585577
Chronic obstructive pulmonary disease 113.39 34.67 82 5616 63032 42552605
Hypophosphataemia 111.81 34.67 55 5643 20890 42594747
Neuralgia 109.73 34.67 58 5640 25589 42590048
Iron deficiency 106.93 34.67 44 5654 11017 42604620
Cardiogenic shock 104.72 34.67 63 5635 35577 42580060
Stress 99.48 34.67 66 5632 44146 42571491
Dry mouth 98.21 34.67 63 5635 39816 42575821
Blood cholesterol increased 96.41 34.67 54 5644 26687 42588950
Incorrect route of product administration 92.87 34.67 51 5647 24254 42591383
Sleep disorder therapy 89.69 34.67 34 5664 6860 42608777
Analgesic therapy 87.86 34.67 33 5665 6491 42609146
Drug therapy 84.93 34.67 32 5666 6348 42609289
Abdominal distension 83.08 34.67 72 5626 71663 42543974
Ascites 80.42 34.67 64 5634 56614 42559023
Thrombosis 77.79 34.67 68 5630 68443 42547194
Diabetes mellitus 75.05 34.67 63 5635 60024 42555613
Swelling 73.66 34.67 60 5638 54825 42560812
Intentional product misuse 69.37 34.67 61 5637 61839 42553798
Sleep disorder 67.54 34.67 54 5644 48041 42567596
General physical health deterioration 65.03 34.67 90 5608 151156 42464481
Hyponatraemia 55.45 34.67 68 5630 101394 42514243
Multiple organ dysfunction syndrome 54.59 34.67 66 5632 96969 42518668
Pulmonary embolism 54.12 34.67 73 5625 119539 42496098
Drug intolerance 49.02 34.67 57 5641 80367 42535270
Somnolence 47.66 34.67 75 5623 141030 42474607
Drug hypersensitivity 39.46 34.67 57 5641 99332 42516305
Activated partial thromboplastin time prolonged 38.79 34.67 25 5673 15878 42599759
Constipation 37.50 34.67 73 5625 162218 42453419
Congenital cystic lung 36.49 34.67 8 5690 223 42615414

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Appendicolith 208.07 28.45 64 7145 14191 110567899
Myasthenia gravis 193.77 28.45 67 7142 21444 110560646
Blood phosphorus increased 187.23 28.45 61 7148 16279 110565811
Hyperphosphataemia 171.00 28.45 57 7152 16324 110565766
Appendicitis 168.29 28.45 65 7144 28399 110553691
Chronic obstructive pulmonary disease 156.26 28.45 94 7115 109064 110473026
Ventricular fibrillation 144.90 28.45 65 7144 41248 110540842
Blood uric acid increased 144.70 28.45 54 7155 21475 110560615
Hypophosphataemia 125.33 28.45 55 7154 33127 110548963
Cardiogenic shock 121.78 28.45 64 7145 57274 110524816
Bacterial infection 119.96 28.45 59 7150 45977 110536113
Neuralgia 117.07 28.45 59 7150 48419 110533671
Iron deficiency 115.65 28.45 44 7165 18432 110563658
Sleep disorder therapy 115.19 28.45 35 7174 7436 110574654
Analgesic therapy 111.77 28.45 34 7175 7250 110574840
Drug therapy 107.48 28.45 33 7176 7258 110574832
Ascites 102.84 28.45 68 7141 92740 110489350
Stress 92.74 28.45 67 7142 105281 110476809
Diabetes mellitus 91.60 28.45 65 7144 99316 110482774
Thrombosis 84.18 28.45 64 7145 108598 110473492
Incorrect route of product administration 83.47 28.45 52 7157 64009 110518081
Abdominal distension 81.70 28.45 77 7132 175026 110407064
General physical health deterioration 75.43 28.45 114 7095 425181 110156909
Hyponatraemia 74.61 28.45 81 7128 217572 110364518
Multiple organ dysfunction syndrome 73.23 28.45 68 7141 151642 110430448
Intentional product misuse 68.88 28.45 62 7147 132842 110449248
Pulmonary embolism 68.63 28.45 77 7132 214397 110367693
Somnolence 64.83 28.45 88 7121 297361 110284729
Congenital coronary artery malformation 60.98 28.45 10 7199 117 110581973
Dry mouth 52.67 28.45 65 7144 199883 110382207
Anaemia 47.70 28.45 108 7101 546978 110035112
Benign prostatic hyperplasia 46.36 28.45 23 7186 18211 110563879
Sepsis 45.98 28.45 79 7130 327267 110254823
Constipation 45.93 28.45 83 7126 357703 110224387
Activated partial thromboplastin time prolonged 44.72 28.45 24 7185 22344 110559746
Congenital hiatus hernia 43.13 28.45 16 7193 6243 110575847
Blood cholesterol increased 42.23 28.45 56 7153 184729 110397361
Acute respiratory failure 36.79 28.45 34 7175 75226 110506864
Sleep disorder 36.18 28.45 54 7155 198590 110383500
Abdominal pain 35.81 28.45 93 7116 512896 110069194
Cardiac failure 35.60 28.45 52 7157 187574 110394516
Bronchopulmonary aspergillosis allergic 35.17 28.45 15 7194 8411 110573679
End stage renal disease 34.61 28.45 20 7189 21453 110560637
Pancreatic steatosis 34.46 28.45 10 7199 1812 110580278
Anticoagulant therapy 34.37 28.45 13 7196 5348 110576742
Antacid therapy 34.09 28.45 13 7196 5471 110576619
Presyncope 33.92 28.45 27 7182 48860 110533230
Polyhydramnios 33.87 28.45 10 7199 1923 110580167
Sinus arrhythmia 32.73 28.45 10 7199 2160 110579930
Xanthelasma 31.81 28.45 6 7203 163 110581927
Atrioventricular block 30.66 28.45 17 7192 16860 110565230
Condition aggravated 30.46 28.45 111 7098 734725 109847365
Cervical incompetence 30.00 28.45 7 7202 540 110581550
Bacteroides infection 29.82 28.45 10 7199 2909 110579181
Gout 29.30 28.45 22 7187 36544 110545546
Arterial thrombosis 29.17 28.45 10 7199 3109 110578981
Rash 28.61 28.45 9 7200 820955 109761135

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC G02CA03 GENITO URINARY SYSTEM AND SEX HORMONES
OTHER GYNECOLOGICALS
OTHER GYNECOLOGICALS
Sympathomimetics, labour repressants
ATC R03AC04 RESPIRATORY SYSTEM
DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
ADRENERGICS, INHALANTS
Selective beta-2-adrenoreceptor agonists
ATC R03AL01 RESPIRATORY SYSTEM
DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
ADRENERGICS, INHALANTS
Adrenergics in combination with anticholinergics incl. triple combinations with corticosteroids
ATC R03CC04 RESPIRATORY SYSTEM
DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
ADRENERGICS FOR SYSTEMIC USE
Selective beta-2-adrenoreceptor agonists
MeSH PA D000318 Adrenergic beta-Agonists
MeSH PA D001993 Bronchodilator Agents
MeSH PA D012102 Reproductive Control Agents
MeSH PA D013566 Sympathomimetics
MeSH PA D015149 Tocolytic Agents
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018663 Adrenergic Agents
MeSH PA D018927 Anti-Asthmatic Agents
MeSH PA D019141 Respiratory System Agents
MeSH PA D058666 Adrenergic beta-2 Receptor Agonists
CHEBI has role CHEBI:35522 ฮฒ-adrenergic agonist
CHEBI has role CHEBI:35523 bronchodilator agent
CHEBI has role CHEBI:35524 sympathomimetic agent
CHEBI has role CHEBI:35554 cardiovascular drug
CHEBI has role CHEBI:65023 anti-asthmatic agent
CHEBI has role CHEBI:66993 tocolytic agent

Related Drugs by ATC class:

G02CA Sympathomimetics, labour repressants 2 drugs
R03AC Selective beta-2-adrenoreceptor agonists 17 drugs
R03AL Adrenergics in combination with anticholinergics incl. triple combinations with corticosteroids 14 drugs
R03CC Selective beta-2-adrenoreceptor agonists 14 drugs

Drug Use | Suggest Off label Use Form| |View source of the data|

None




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.48 acidic
pKa2 11.02 acidic
pKa3 11.67 acidic
pKa4 12.2 acidic
pKa5 8.03 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Beta-2 adrenergic receptor GPCR AGONIST EC50 6.90 WOMBAT-PK IUPHAR
Beta-1 adrenergic receptor GPCR AGONIST EC50 7.50 IUPHAR
Beta-3 adrenergic receptor GPCR AGONIST EC50 7.60 IUPHAR
Beta-3 adrenergic receptor GPCR AGONIST EC50 7.60 IUPHAR
Beta-2 adrenergic receptor GPCR IC50 7.22 CHEMBL

External reference:

IDSource
4025246 VUID
N0000171778 NUI
D01428 KEGG_DRUG
4025246 VANDF
C0015840 UMLSCUI
CHEBI:149226 CHEBI
ZVJ PDB_CHEM_ID
CHEMBL32800 ChEMBL_ID
DB01288 DRUGBANK_ID
D005280 MESH_DESCRIPTOR_UI
3343 PUBCHEM_CID
557 IUPHAR_LIGAND_ID
3073 INN_ID
36369-23-0 SECONDARY_CAS_RN
22M9P70OQ9 UNII
203124 RXNORM
003460 NDDF
003461 NDDF
349924004 SNOMEDCT_US
395976006 SNOMEDCT_US
396053003 SNOMEDCT_US
1944-10-1 SECONDARY_CAS_RN
130156-24-0 SECONDARY_CAS_RN
22M9P70OQ9 INXIGHT DRUGS

Pharmaceutical products:

None